data_KAG
# 
_chem_comp.id                                    KAG 
_chem_comp.name                                  
;2'-DEOXY-N-[(1S)-1-METHYL-3-OXOPROPYL]GUANOSINE 5'-PHOSPHATE
;
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C14 H20 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               G 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-07-11 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        417.311 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     KAG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2HLI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
KAG OP3    O3P  O 0 1 N Y N -3.355 7.423  16.463 4.751  2.400  4.556  OP3    KAG 1  
KAG OP1    O1P  O 0 1 N N N -4.563 9.312  17.608 5.299  0.157  5.608  OP1    KAG 2  
KAG P      P    P 0 1 N N N -4.628 8.410  16.432 4.055  1.145  5.302  P      KAG 3  
KAG OP2    O2P  O 0 1 N N N -4.774 8.994  15.076 3.214  1.493  6.495  OP2    KAG 4  
KAG "O5'"  O5*  O 0 1 N N N -5.814 7.345  16.644 3.269  0.379  4.111  "O5'"  KAG 5  
KAG "C5'"  C5*  C 0 1 N N N -6.006 6.705  17.898 3.992  0.014  2.949  "C5'"  KAG 6  
KAG "C4'"  C4*  C 0 1 N N R -6.688 5.339  17.721 3.045  -0.686 1.985  "C4'"  KAG 7  
KAG "O4'"  O4*  O 0 1 N N N -5.753 4.389  17.204 2.007  0.248  1.620  "O4'"  KAG 8  
KAG "C3'"  C3*  C 0 1 N N S -7.177 4.803  19.073 3.731  -1.110 0.690  "C3'"  KAG 9  
KAG "O3'"  O3*  O 0 1 N N N -8.381 4.069  18.875 3.068  -2.251 0.150  "O3'"  KAG 10 
KAG "C2'"  C2*  C 0 1 N N N -5.994 3.939  19.510 3.487  0.064  -0.229 "C2'"  KAG 11 
KAG "C1'"  C1*  C 0 1 N N R -5.487 3.387  18.179 2.101  0.516  0.211  "C1'"  KAG 12 
KAG N9     N9   N 0 1 Y N N -4.038 3.060  18.199 1.818  1.923  -0.049 N9     KAG 13 
KAG C4     C4   C 0 1 Y N N -3.489 1.796  18.191 1.203  2.456  -1.146 C4     KAG 14 
KAG N3     N3   N 0 1 N N N -4.168 0.612  18.241 0.738  1.764  -2.210 N3     KAG 15 
KAG C8     C8   C 0 1 Y N N -2.967 3.920  18.188 2.125  2.978  0.779  C8     KAG 16 
KAG N7     N7   N 0 1 Y N N -1.800 3.330  18.126 1.746  4.138  0.279  N7     KAG 17 
KAG C5     C5   C 0 1 Y N N -2.123 1.964  18.108 1.175  3.810  -0.914 C5     KAG 18 
KAG C6     C6   C 0 1 N N N -1.302 0.780  18.027 0.583  4.677  -1.895 C6     KAG 19 
KAG O6     O6   O 0 1 N N N -0.079 0.680  17.919 0.512  5.893  -1.774 O6     KAG 20 
KAG N1     N1   N 0 1 N N N -2.020 -0.397 18.084 0.107  3.940  -2.989 N1     KAG 21 
KAG C2     C2   C 0 1 N N N -3.373 -0.466 18.195 0.190  2.534  -3.125 C2     KAG 22 
KAG N2     N2   N 0 1 N N N -3.871 -1.685 18.308 -0.342 2.024  -4.280 N2     KAG 23 
KAG C1A    C1A  C 0 1 N N S -5.245 -2.003 18.677 -0.318 0.613  -4.531 C1A    KAG 24 
KAG C1M    C1M  C 0 1 N N N -6.109 -2.088 17.421 -1.427 -0.045 -3.718 C1M    KAG 25 
KAG C2B    C2B  C 0 1 N N N -5.268 -3.303 19.484 -0.502 0.344  -6.025 C2B    KAG 26 
KAG C3G    C3G  C 0 1 N N N -6.669 -3.637 19.963 0.565  0.979  -6.890 C3G    KAG 27 
KAG O2G    O2G  O 0 1 N N N -7.205 -4.701 19.642 1.469  1.696  -6.476 O2G    KAG 28 
KAG "H5'"  1H5* H 0 1 N N N -6.651 7.341  18.522 4.402  0.913  2.485  "H5'"  KAG 29 
KAG "H5''" 2H5* H 0 0 N N N -5.027 6.556  18.377 4.806  -0.656 3.229  "H5''" KAG 30 
KAG "H4'"  H4*  H 0 1 N N N -7.534 5.475  17.032 2.570  -1.532 2.493  "H4'"  KAG 31 
KAG "H3'"  H3*  H 0 1 N N N -7.432 5.558  19.831 4.787  -1.363 0.810  "H3'"  KAG 32 
KAG "H2''" 2H2* H 0 0 N N N -5.225 4.528  20.031 4.226  0.851  -0.038 "H2''" KAG 33 
KAG "H2'"  1H2* H 0 1 N N N -6.266 3.157  20.234 3.511  -0.188 -1.294 "H2'"  KAG 34 
KAG "H1'"  H1*  H 0 1 N N N -5.999 2.439  17.955 1.311  -0.048 -0.296 "H1'"  KAG 35 
KAG H8     H8   H 0 1 N N N -3.078 4.994  18.227 2.623  2.834  1.729  H8     KAG 36 
KAG H1     H1   H 0 1 N N N -1.511 -1.257 18.041 -0.333 4.457  -3.744 H1     KAG 37 
KAG H2     H2   H 0 1 N N N -3.255 -2.452 18.126 -0.734 2.677  -4.912 H2     KAG 38 
KAG H1A    H1A  H 0 1 N N N -5.663 -1.208 19.312 0.648  0.216  -4.196 H1A    KAG 39 
KAG H1M    H1M  H 0 1 N N N -5.861 -3.005 16.867 -2.414 0.333  -4.008 H1M    KAG 40 
KAG H2M    H2M  H 0 1 N N N -5.917 -1.212 16.784 -1.299 0.157  -2.649 H2M    KAG 41 
KAG H3M    H3M  H 0 1 N N N -7.171 -2.108 17.707 -1.424 -1.131 -3.858 H3M    KAG 42 
KAG H2B    H2B  H 0 1 N N N -4.907 -4.123 18.845 -1.472 0.715  -6.376 H2B    KAG 43 
KAG H1B    H1B  H 0 1 N N N -4.623 -3.174 20.366 -0.461 -0.734 -6.224 H1B    KAG 44 
KAG H3G    H3G  H 0 1 N N N -7.201 -2.937 20.590 0.489  0.744  -7.966 H3G    KAG 45 
KAG HO1    HO1  H 0 1 N N N -3.083 7.229  15.574 5.237  3.061  5.094  HO1    KAG 46 
KAG HO2    HO2  H 0 1 N N N -4.549 8.794  18.404 5.887  0.356  6.367  HO2    KAG 47 
KAG HO3    HO3  H 0 1 N Y N -8.794 3.906  19.715 2.118  -2.059 0.184  HO3    KAG 48 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
KAG OP3   P      SING N N 1  
KAG OP1   P      SING N N 2  
KAG P     OP2    DOUB N N 3  
KAG P     "O5'"  SING N N 4  
KAG "O5'" "C5'"  SING N N 5  
KAG "C5'" "C4'"  SING N N 6  
KAG "C5'" "H5'"  SING N N 7  
KAG "C5'" "H5''" SING N N 8  
KAG "C4'" "O4'"  SING N N 9  
KAG "C4'" "C3'"  SING N N 10 
KAG "C4'" "H4'"  SING N N 11 
KAG "O4'" "C1'"  SING N N 12 
KAG "C3'" "O3'"  SING N N 13 
KAG "C3'" "C2'"  SING N N 14 
KAG "C3'" "H3'"  SING N N 15 
KAG "C2'" "C1'"  SING N N 16 
KAG "C2'" "H2''" SING N N 17 
KAG "C2'" "H2'"  SING N N 18 
KAG "C1'" N9     SING N N 19 
KAG "C1'" "H1'"  SING N N 20 
KAG N9    C4     SING Y N 21 
KAG N9    C8     SING Y N 22 
KAG C4    N3     SING N N 23 
KAG C4    C5     DOUB Y N 24 
KAG N3    C2     DOUB N N 25 
KAG C8    N7     DOUB Y N 26 
KAG C8    H8     SING N N 27 
KAG N7    C5     SING Y N 28 
KAG C5    C6     SING N N 29 
KAG C6    O6     DOUB N N 30 
KAG C6    N1     SING N N 31 
KAG N1    C2     SING N N 32 
KAG N1    H1     SING N N 33 
KAG C2    N2     SING N N 34 
KAG N2    C1A    SING N N 35 
KAG N2    H2     SING N N 36 
KAG C1A   C1M    SING N N 37 
KAG C1A   C2B    SING N N 38 
KAG C1A   H1A    SING N N 39 
KAG C1M   H1M    SING N N 40 
KAG C1M   H2M    SING N N 41 
KAG C1M   H3M    SING N N 42 
KAG C2B   C3G    SING N N 43 
KAG C2B   H2B    SING N N 44 
KAG C2B   H1B    SING N N 45 
KAG C3G   O2G    DOUB N N 46 
KAG C3G   H3G    SING N N 47 
KAG HO1   OP3    SING N N 48 
KAG HO2   OP1    SING N N 49 
KAG HO3   "O3'"  SING N N 50 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
KAG SMILES           ACDLabs              10.04 "O=CCC(NC3=Nc1c(ncn1C2OC(C(O)C2)COP(=O)(O)O)C(=O)N3)C"                                                                                                                                               
KAG InChI            InChI                1.02b "InChI=1/C14H20N5O8P/c1-7(2-3-20)16-14-17-12-11(13(22)18-14)15-6-19(12)10-4-8(21)9(27-10)5-26-28(23,24)25/h3,6-10,21H,2,4-5H2,1H3,(H2,23,24,25)(H2,16,17,18,22)/t7-,8-,9+,10+/m0/s1/f/h16,18,23-24H" 
KAG InChIKey         InChI                1.02b LLZCTKFQBACUDS-NBDJTHCADX                                                                                                                                                                            
KAG SMILES_CANONICAL CACTVS               3.341 "C[C@@H](CC=O)NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                                           
KAG SMILES           CACTVS               3.341 "C[CH](CC=O)NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                                 
KAG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](CC=O)NC1=Nc2c(ncn2[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)C(=O)N1"                                                                                                                             
KAG SMILES           "OpenEye OEToolkits" 1.5.0 "CC(CC=O)NC1=Nc2c(ncn2C3CC(C(O3)COP(=O)(O)O)O)C(=O)N1"                                                                                                                                               
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
KAG "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-N-[(1S)-1-methyl-3-oxopropyl]guanosine 5'-(dihydrogen phosphate)
;
KAG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[6-oxo-2-[[(2S)-4-oxobutan-2-yl]amino]-1H-purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate" 
# 
